A beach with palm trees, people relaxing on chairs, and colorful kayaks.

Hotels with Swimming Pool in Florida Keys, United States of America

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Check availability on Florida Keys Hotels with Swimming Pool

Tonight
Oct 16 - Oct 17
Tomorrow
Oct 17 - Oct 18
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

Our top choices for Florida Keys hotels with a pool

A pool area with lounge chairs and umbrellas, surrounded by palm trees and a view of the ocean.
A balcony with wicker furniture and a view of the ocean and palm trees.
View from room
Breakfast area

1. Hampton Inn Key West FL

Hampton Inn Key West FL
Key West
  • Splash into ocean-view paradise at this poolside haven with loungers, umbrellas, and refreshing cocktail service.
P10,656
P11,988 total
includes taxes & fees
Oct 25 - Oct 26
Hampton Inn Key West FL
A poolside area with two covered seating areas labeled "Sugarloaf" and "Boca Grande," surrounded by palm trees and a clear blue pool.
A wooden outdoor dining table set with glassware, candles, and lanterns, surrounded by lush greenery.
A hotel room with a large bed, a wooden nightstand, a desk, a chair, and a window with curtains.
A modern office space with a reception desk, computer, and seating area.

2. Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Fairfield by Marriott Inn & Suites Key West at The Keys Collection
New Town
  • Float in a tranquil oasis at this Key West hotel, where the outdoor pool beckons after adventures along nearby hiking trails.
P7,888
P10,647 total
includes taxes & fees
Oct 25 - Oct 26
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
A swimming pool with water splashing, surrounded by palm trees and a building in the background.
A bathroom with a shower, toilet, and sink, featuring a black and white hexagonal tile pattern on the floor and walls.
A two-story yellow house with a porch, white railings, and green shutters.
A two-story building with a balcony, a sign reading 'LAPENSIONE INN', and a flag.

3. Silver Palms Inn & Historic Homes

Silver Palms Inn & Historic Homes
Old Town Key West
  • Pristine waters in the outdoor pool offer relaxation after exploring Key West's vibrant attractions.
P5,603
P10,549 total
includes taxes & fees
Oct 25 - Oct 26
Silver Palms Inn & Historic Homes
A white outdoor seating area with a pool view, featuring white chairs and a small table with a vase of flowers.
A covered balcony with white Adirondack chairs and a small table with flowers, overlooking a turquoise sea and distant shoreline.
A waterfront hotel with multiple balconies, a dock, and boats.
A deck with sun loungers, a bar area, and a view of the ocean.

4. Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
Old Town Key West
P16,287
P20,800 total
includes taxes & fees
Oct 18 - Oct 19
Opal Key Resort & Marina, Key West
A clear blue pool surrounded by lounge chairs and umbrellas, with palm trees and a gazebo in the background.
A couple holding hands in a tropical setting with palm trees and greenery.
A spacious living area with a sofa, chairs, a coffee table, and a foosball table. Large windows offer a view of the outdoor area.
A modern cafe with a wooden counter, seating area, and shelves stocked with beverages.

5. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
  • Float in paradise at two scenic pools with cabanas, surrounded by stunning sunset views and tropical relaxation.
P7,867
P12,388 total
includes taxes & fees
Oct 26 - Oct 27
Blue Flamingo Resort Key West
A pool area with a circular pool, lounge chairs, and a gazebo.
A room with a door featuring horizontal blinds, a visible outdoor view through the window, and a patterned carpet.
A garden with a stone pathway, a wooden fence, and various tropical plants.
A modern bathroom with a glass shower enclosure, a toilet, and a sink. A door leads to a room with a view of a harbor.

6. Alexander Palms Court

Alexander Palms Court
Old Town Key West
  • Tropical Key West oasis offers landscaped pool sanctuary with loungers, umbrellas, and amenities near Duval Street.
P14,149
P15,918 total
includes taxes & fees
Oct 19 - Oct 20
Alexander Palms Court
A poolside area with wicker furniture, a covered seating area, and a white building with a balcony.
A modern kitchen with a wooden counter, two stools, a wicker chair, and a hanging light fixture.
A pathway leading to a white gazebo with a view of a lighthouse in the distance.
A table with chairs in a lush indoor garden setting.

7. Lighthouse Hotel - Key West Historic Inns

Lighthouse Hotel - Key West Historic Inns
Old Town Key West
  • Take a dip in Key West's serene outdoor pool oasis, where relaxation meets historic charm just steps from Duval Street.
P12,577
P17,333 total
includes taxes & fees
Oct 20 - Oct 21
Lighthouse Hotel - Key West Historic Inns
A balcony with a view of a pool area, palm trees, and outdoor seating.
A sign for Doubletree by Hilton Grand Key Resort surrounded by lush greenery and palm trees.
A hotel room with a bed, a nightstand with a drawer, a wall-mounted lamp, and a patterned curtain.
A modern room with a white cabinet, a flat-screen TV, a small table, and a bench.

8. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
  • Splash into tropical paradise at this resort's cabana-lined pool with views and poolside cocktails.
P7,496
P10,555 total
includes taxes & fees
Oct 27 - Oct 28
DoubleTree Resort by Hilton Grand Key - Key West
A pool area with lounge chairs, a pool, and a white picket fence.
A white decorative sculpture in a garden area with a white fence and a building in the background.
A modern kitchen with a granite countertop, white cabinetry, and a coffee machine.
A motel with a porch, white chairs, and a signboard.

9. Southwinds Motel

Southwinds Motel
Old Town Key West
  • Dive into refreshing fun at this Key West hotel with two sparkling pools and tropical charm all around.
P8,741
P11,956 total
includes taxes & fees
Oct 26 - Oct 27
Southwinds Motel
A pool area with lounge chairs, palm trees, and a building with a tiled roof.
A modern restaurant with a wooden counter, seating area, and large windows.
A wooden boardwalk with a palm tree and lamp post, leading to a waterfront.
A hotel room with a desk, two beds, a TV, a ceiling fan, and a balcony with curtains.

10. Courtyard by Marriott Key West Waterfront

Courtyard by Marriott Key West Waterfront
Northside Resort
  • Savor the sun in this poolside paradise with tropical gardens and a relaxing hot tub.
P10,964
P12,334 total
includes taxes & fees
Oct 26 - Oct 27
Courtyard by Marriott Key West Waterfront
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Choose what matters most at hotels with a pool in Florida Keys

Breakfast included
4 stars
5 stars
Hot tub
Spa

Hotels with pools and free breakfast in Florida Keys

A pool area with lounge chairs and umbrellas, surrounded by palm trees and a view of the ocean.
A modern kitchen with a marble island, wooden cabinets, and pendant lighting.
A bar area with a thatched roof, wooden chairs, and a poolside view.
A hotel room with a large bed, a TV mounted on a wooden cabinet, and a balcony with a view of palm trees.

Hampton Inn Key West FL

Hampton Inn Key West FL
Key West
P10,656
P11,988 total
includes taxes & fees
Oct 25 - Oct 26
Hampton Inn Key West FL
A pool area with lounge chairs and umbrellas, surrounded by palm trees.
A wooden outdoor dining table set with glassware, candles, and lanterns, surrounded by lush greenery.
A hotel room with a large bed, a wooden nightstand, a desk, a chair, and a window with curtains.
A modern office space with a reception desk, computer, and seating area.

Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Fairfield by Marriott Inn & Suites Key West at The Keys Collection
New Town
P7,888
P10,647 total
includes taxes & fees
Oct 25 - Oct 26
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
A swimming pool with water splashing, surrounded by palm trees and a building in the background.
The exterior of the Silver Palms Inn with a two-story structure, a green awning over the entrance, and a palm tree to the right.
A two-story yellow house with a porch, white railings, and green shutters.
The entrance to Silver Palms Inn with a reception desk, a seating area, and a glass door.

Silver Palms Inn & Historic Homes

Silver Palms Inn & Historic Homes
Old Town Key West
P5,603
P10,549 total
includes taxes & fees
Oct 25 - Oct 26
Silver Palms Inn & Historic Homes
A pool area with lounge chairs and umbrellas, surrounded by palm trees and a building with a white facade.
A modern kitchen with a wooden counter, two stools, a wicker chair, and a hanging light fixture.
A pathway leading to a white gazebo with a view of a lighthouse in the distance.
A table with chairs in a lush indoor garden setting.

Lighthouse Hotel - Key West Historic Inns

Lighthouse Hotel - Key West Historic Inns
Old Town Key West
P12,577
P17,333 total
includes taxes & fees
Oct 20 - Oct 21
Lighthouse Hotel - Key West Historic Inns
Pool
A couple holding hands in a tropical setting with palm trees and greenery.
A spacious living area with a sofa, chairs, a coffee table, and a foosball table. Large windows offer a view of the outdoor area.
A modern cafe with a wooden counter, seating area, and shelves stocked with beverages.

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
P7,867
P12,388 total
includes taxes & fees
Oct 26 - Oct 27
Blue Flamingo Resort Key West
A wooden boardwalk with a palm tree and lamp post, leading to a waterfront.
A modern restaurant with a wooden counter, seating area, and large windows.
A covered outdoor area with wooden tables and chairs, a view of the water, and a wooden deck with railings.
A hotel room with a desk, two beds, a TV, a ceiling fan, and a balcony with curtains.

Courtyard by Marriott Key West Waterfront

Courtyard by Marriott Key West Waterfront
Northside Resort
P10,964
P12,334 total
includes taxes & fees
Oct 26 - Oct 27
Courtyard by Marriott Key West Waterfront
A swimming pool with lounge chairs and palm trees.
A modern living room with a sectional sofa, a small round table, and a potted plant.
A bar area with a wooden counter, bar stools, and a sign that reads 'So we BEATON.'
A covered outdoor seating area with a central bar, patterned chairs, and a decorative sign.

Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
New Town
P6,687
P9,297 total
includes taxes & fees
Oct 28 - Oct 29
Hilton Garden Inn Key West / The Keys Collection
A hotel room with a bed, a view of the beach, a hammock, and beach chairs.
A beachfront hotel with multiple colorful buildings, a pool area, and a boat dock.
A marina with boats docked, a beach resort building, and palm trees.
A beachfront restaurant with outdoor seating, a seafood sign, and a market sign.

Ibis Bay Beach Resort

Ibis Bay Beach Resort
Northside Resort
P8,580
P11,687 total
includes taxes & fees
Oct 18 - Oct 19
Ibis Bay Beach Resort
A balcony with a view of a pool area, palm trees, and outdoor seating.
A sign for Doubletree by Hilton Grand Key Resort surrounded by lush greenery and palm trees.
A modern living room with a desk, two chairs, a sofa, and a TV mounted on the wall.
A hotel room with a bed, a nightstand with a drawer, a wall-mounted lamp, and a patterned curtain.

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
P7,496
P10,555 total
includes taxes & fees
Oct 27 - Oct 28
DoubleTree Resort by Hilton Grand Key - Key West
A hotel with a swimming pool, balconies, and a view of the sea.
A marina with jet skis docked in front of a hotel with a dock and a boat in the background.
A beach wedding setup with white chairs, a wooden arch, and lanterns.
A spacious bar area with a wooden counter and green bar stools, a seating area with a sofa and chairs, and a dining area with a table set for two.

Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
Key West Historic District
P15,030
P21,294 total
includes taxes & fees
Oct 29 - Oct 30
Hyatt Centric Key West Resort and Spa
View all properties

4-star hotels with pools in Florida Keys

A hotel with a swimming pool, balconies, and a view of the sea.
A marina with jet skis docked in front of a hotel with a dock and a boat in the background.
A beach wedding setup with white chairs, a wooden arch, and lanterns.
A spacious bar area with a wooden counter and green bar stools, a seating area with a sofa and chairs, and a dining area with a table set for two.

Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
Key West Historic District
P15,030
P21,294 total
includes taxes & fees
Oct 29 - Oct 30
Hyatt Centric Key West Resort and Spa
A hotel with a covered entrance, multiple balconies, and palm trees.
A covered balcony with white Adirondack chairs and a small table with flowers, overlooking a turquoise sea and distant shoreline.
A waterfront hotel with multiple balconies, a dock, and boats.
A room with a stone wall, a wooden bench, a cactus, and a framed painting.

Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
Old Town Key West
P16,287
P20,800 total
includes taxes & fees
Oct 18 - Oct 19
Opal Key Resort & Marina, Key West
A wooden deck with wicker furniture and a glass balustrade overlooking a beach.
A beachside spa with two massage tables under a canopy, overlooking the sea and a pier.
A resort with a pool leading to a beach, surrounded by palm trees and white buildings.
A beach with white lounge chairs and umbrellas, a sandy shore, and a calm sea under a partly cloudy sky.

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
Old Town Key West
P13,577
P19,519 total
includes taxes & fees
Oct 25 - Oct 26
Casa Marina Key West, Curio Collection by Hilton
A balcony with a view of a pool area, palm trees, and outdoor seating.
A sign for Doubletree by Hilton Grand Key Resort surrounded by lush greenery and palm trees.
A modern living room with a desk, two chairs, a sofa, and a TV mounted on the wall.
A hotel room with a bed, a nightstand with a drawer, a wall-mounted lamp, and a patterned curtain.

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
P7,496
P10,555 total
includes taxes & fees
Oct 27 - Oct 28
DoubleTree Resort by Hilton Grand Key - Key West
A pool area with lounge chairs and a cabana.
A balcony with a table set for breakfast, overlooking the sea.
A waterfront hotel with a long pier, multiple balconies, and a view of the ocean.
A hotel room with a bed, a sofa, a desk with a computer, a chair, and a view of the sea through large windows.

Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort
Key West Historic District
P17,586
P24,878 total
includes taxes & fees
Oct 29 - Oct 30
Ocean Key Resort - A Noble House Resort
A beachfront hotel with a covered patio, palm trees, and a boat on the sand.
A balcony with a view of the ocean, a sofa, and a massage table.
A view through a white-framed window with a decorative white fence, leading to a tiled patio area with a round table.
A pool area with lounge chairs and umbrellas, surrounded by palm trees and a building with balconies.

Pier House Resort & Spa

Pier House Resort & Spa
Key West Historic District
P16,834
P23,336 total
includes taxes & fees
Nov 2 - Nov 3
Pier House Resort & Spa
A deck with sun loungers and a railing overlooking the sea.
A beach scene with two people relaxing under a white umbrella, a palm tree, and a clear blue sky.
A beachside hotel with rows of blue lounge chairs and white umbrellas, palm trees, and a clear blue sky.
A poolside area with lounge chairs and umbrellas, palm trees, and a view of the sea.

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
Old Town Key West
P10,080
P15,939 total
includes taxes & fees
Oct 25 - Oct 26
Southernmost Beach Resort and Guesthouses
A swimming pool surrounded by palm trees and a natural rock formation.
A bar setting with a bartender preparing a drink, a counter with various bottles, and a TV screen in the background.
A spacious lobby with a central seating area, two staircases, and multiple potted plants.
A covered outdoor seating area with a pool in the background.

Havana Cabana at Key West

Havana Cabana at Key West
New Town
P9,143
P14,290 total
includes taxes & fees
Nov 1 - Nov 2
Havana Cabana at Key West
A beach with a wooden pier, palm trees, and beach umbrellas.
A modern bar area with a central island, white bar stools, and a view of the ocean.
An outdoor dining area with tables and chairs, overlooking the ocean.
A resort with a pool, lounge chairs, umbrellas, palm trees, and a view of the ocean.

The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
Old Town Key West
P9,568
P15,009 total
includes taxes & fees
Oct 26 - Oct 27
The Reach Key West, Curio Collection by Hilton
An aerial view of a resort with two swimming pools surrounded by palm trees and sun loungers.
A bar area with a wooden counter, bar stools, and potted plants.
A wooden pier leading to a beach with palm trees and a row of beach huts.
A paved pathway leading to a beach with palm trees and a view of the ocean.

Islander Resort

Islander Resort
Matecumbe
P13,115
P19,365 total
includes taxes & fees
Oct 18 - Oct 19
Islander Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Top Florida Keys Hotel Reviews

Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent
"Great location"
Dianne 5-night trip
Posted 6 hours ago
Chesapeake Beach Resort
Bayside Inn Key Largo

Bayside Inn Key Largo

8/10 Good
"The lady at the desk TJ was kind and helpful. Very nice room and area"
Anna 1-night trip
Posted 16 hours ago
Bayside Inn Key Largo
Lime Tree Bay Resort

Lime Tree Bay Resort

10/10 Excellent
"What to say really. We had a n absolute nightmare of a day on our way down to the hotel. We were due to land at Key West at 1200 but that turned into landing in Miami and then an 8 hour delay before finally touching down. The staff at the hotel were great contacting us throughout the day and being so friendly and attentive! We arrived finally at the hotel at 2230 and Robin at the check in was so fantastic staying back for us to be able to be checked in! We even got an upgrade. The only downside was due to the mess caused by flights, we were in the room for just a few hours. The resort was beautiful. The view from The balcony to the sea. The room was just so unbelievable it was like the stuff you get in dreams. Such a beautiful resort, beautiful room and I am certain we will be back! Thank you!"
Peter 1-night trip
Posted 16 hours ago
Lime Tree Bay Resort
Hawks Cay Resort

Hawks Cay Resort

8/10 Good
"We love staying at Hawks Cay we have been going for years. The Property amenities are amazing. However, the Villa we stayed at (7039) was in horrible condition. Roaches in kitchen and bathroom, Shades on windows were broken in rooms. The jacuzzi outside was dirty and we were not able to use. We were extremely disappointed to have found it in that condition. I reported to the front office when we checked out. I didn't bother saying anything while there because I am pretty sure they didn't have another one available."
Ivonne 3-night trip
Posted 19 hours ago
Hawks Cay Resort
Reefhouse Resort & Marina

Reefhouse Resort & Marina

10/10 Excellent
"The room was clean and the property was beautiful."
Darryl 2-night trip
Posted 20 hours ago
Reefhouse Resort & Marina
Waterside Suites & Marina

Waterside Suites & Marina

10/10 Excellent
"Esther was really helpful. Very nice and professional. Room was spotless!! Balcony with a beautiful view."
Manuel 1-night trip
Posted 2 days ago
Waterside Suites & Marina
Faro Blanco Resort Marathon Florida Keys, Curio by Hilton

Faro Blanco Resort Marathon Florida Keys, Curio by Hilton

10/10 Excellent
"As soon as we"
Stephen 4-night trip
Posted 3 days ago
Faro Blanco Resort Marathon Florida Keys, Curio by Hilton

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